3-(2-methylprop-1-enyl)-2H-benzo[g]chromene-5,10-dione | 1604810-00-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 萘并吡喃类
• 英文名称: 3-(2-methylprop-1-enyl)-2H-benzo[g]chromene-5,10-dione
• CAS: 1604810-00-5
• 化学式: C₁₇H₁₄O₃
• 分子量: 266.296
• InChiKey: KFAZJPGBYDCSJG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  20
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-(2-methylprop-1-enyl)-3-(prop-2-ynyloxy)naphthalene-1,4-dione 在 RuCl2(1,3-dimesityl-imidazolidin-2-yl)(PCy3)(=CHPh) 作用下， 以 二氯甲烷 为溶剂， 反应 0.5h， 以88%的产率得到3-(2-methylprop-1-enyl)-2H-benzo[g]chromene-5,10-dione
  参考文献：
  名称：

  Synthesis of fused chromene-1,4-naphthoquinones via ring-closing metathesis and Knoevenagel-electrocyclization under acid catalysis and microwave irradiation

  摘要：

  Two complementary methodologies involving olefin ring-closing metathesis and Knoevenagel-electrocyclization were utilized for the synthesis of alpha-xyloidones and fused chromene-1,4-naphthoquinones 5f-n and 6. The latter methodology was performed under acid catalysis or microwave irradiation allowing the synthesis of alpha-xyloidones 5f-j in moderate to good yield, which could not be obtained via the Knoevenagel-electrocyclization method. On the other hand, the lawsone bis-alkylation (C and 0) then RCM olefin enabled the preparation of simple xyloidone 5m-n and the oxepin-1,4-naphthoquinones 6. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2013.11.068

文献信息

• Synthesis of fused chromene-1,4-naphthoquinones via ring-closing metathesis and Knoevenagel-electrocyclization under acid catalysis and microwave irradiation
  作者：David R. da Rocha、Kelly Mota、Illana M.C.B. da Silva、Vitor F. Ferreira、Sabrina B. Ferreira、Fernando de C. da Silva

  DOI：10.1016/j.tet.2013.11.068

  日期：2014.5

  Two complementary methodologies involving olefin ring-closing metathesis and Knoevenagel-electrocyclization were utilized for the synthesis of alpha-xyloidones and fused chromene-1,4-naphthoquinones 5f-n and 6. The latter methodology was performed under acid catalysis or microwave irradiation allowing the synthesis of alpha-xyloidones 5f-j in moderate to good yield, which could not be obtained via the Knoevenagel-electrocyclization method. On the other hand, the lawsone bis-alkylation (C and 0) then RCM olefin enabled the preparation of simple xyloidone 5m-n and the oxepin-1,4-naphthoquinones 6. (C) 2013 Elsevier Ltd. All rights reserved.